Title: Highland Beach Apartment Rentals from CA $501 | Expedia.ca [Hotels in Highland Beach](https://expedia.ca/Highland-Beach-Hotels.d553248634998823058.Travel-Guide-Hotels)[Vacation Rentals in Highland Beach](https://expedia.ca/Highland-Beach-Vacation-Rentals.d553248634998823058.Travel-Guide-VacationRentals)[Highland Beach Car Rentals](https://expedia.ca/Car-Rentals-In-Highland-Beach.d553248634998823058.Car-Rental-Guide)[Highland Beach Vacation Packages](https://expedia.ca/Highland-Beach.d553248634998823058.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Apartment Rentals in Highland Beach ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248634998823058&startDate=2025-10-31&endDate=2025-11-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248634998823058&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248634998823058&startDate=2025-11-21&endDate=2025-11-23&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248634998823058&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Highland Beach Apartments ![Pool](https://images.trvl-media.com/lodging/118000000/117370000/117360200/117360157/45c5363e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/118000000/117370000/117360200/117360157/bce83d29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117370000/117360200/117360157/218670ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/118000000/117370000/117360200/117360157/777b4d09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Pool Loft sleeps 4 Cape Saint Claire 10/10 Exceptional (3) "This place has a fantastic location and an incredibly welcoming host! The area also features wonderful walking trails." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ana S. CA $175 CA $501 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Annapolis-Hotels-New-The-Pool-Loft-At-Poplar-Hill.h117360157.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/69000000/68990000/68986300/68986275/f520f52a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, free WiFi, bed sheets](https://images.trvl-media.com/lodging/69000000/68990000/68986300/68986275/d5668d89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/69000000/68990000/68986300/68986275/8e1aa433.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/69000000/68990000/68986300/68986275/0fab08c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Oasis of Annapolis Star Annapolis 10/10 Exceptional (80) "Clean, safe, joy and owners hospitality perfect" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ahmet S. CA $378 CA $692 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Annapolis-Hotels-Waterfront-Oasis-Sleep-4-Close-To-Downtown.h68986275.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92570000/92564900/92564827/w1014h600x10y12-4e8a8c16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92570000/92564900/92564827/w1024h592x0y17-9d1e8161.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92570000/92564900/92564827/001f8463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92570000/92564900/92564827/598d88e9_edited_b6ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 18th Cent. Charm in Historic Downtown Annapolis Historic District 9.0/10 Wonderful (12) "Property description is accurate, host is quickly responsive." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bradford R. CA $266 CA $519 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Annapolis-Hotels-Charming-18th-Cent-Home-In-Historic-Downtown-Annapolis.h92564827.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117640000/117630300/117630212/27a8090f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/118000000/117640000/117630300/117630212/w1200h799x0y1-55bb08bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117640000/117630300/117630212/2d43a6e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/118000000/117640000/117630300/117630212/dc6a2b93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Annapolis Gem: Stylish and Cozy Annapolis 10/10 Exceptional (2) "Clean and nicely decorated. Did not realize it was a basement unit." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy B. CA $346 CA $679 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Annapolis-Hotels-Annapolis-Gem-Stylish-And-Cozy.h117630212.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/88000000/87580000/87576400/87576375/w1201h914x0y1-e8fa6c0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/88000000/87580000/87576400/87576375/658833c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/88000000/87580000/87576400/87576375/a1631ad7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books](https://images.trvl-media.com/lodging/88000000/87580000/87576400/87576375/4478d3ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids Admiral Heights 10/10 Exceptional (45) "I loved the hosts. Very personable, accomodating with great communication. I plan to work with them again next time we come to Annapolis. Especially for Navy home football games. Perfect location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jay CA $535 CA $698 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Annapolis-Hotels-Gorgeous-Carriage-House-Close-To-USNA.h87576375.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-06&endDate=2025-11-07®ionId=553248634998823058&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FHighland-Beach-Apartments.d553248634998823058-aaApartments.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FHighland-Beach-Apartments.d553248634998823058-aaApartments.Travel-Guide-Accommodation) ## Top Highland Beach Hotel Reviews ![Historic Inns of Annapolis](//images.trvl-media.com/lodging/1000000/50000/42100/42068/bf4c0cc1_y.jpg) ### Historic Inns of Annapolis 10/10 Excellent "Loved everything. Perfect location right on the main drag " [](https://expedia.ca/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.Hotel-Information) ![Graduate by Hilton Annapolis](//images.trvl-media.com/lodging/1000000/10000/900/846/dcb23c20_y.jpg) ### Graduate by Hilton Annapolis 10/10 Excellent "Wonderfully. We were pleasantly surprised at the hotel. Very nice. Well decorated. Convenient and walkable location. " [](https://expedia.ca/Annapolis-Hotels-Graduate-By-Hilton-Annapolis.h846.Hotel-Information) ![Hilton Garden Inn Annapolis Downtown](//images.trvl-media.com/lodging/1000000/900000/892300/892213/4fdee6d5_y.jpg) ### Hilton Garden Inn Annapolis Downtown 10/10 Excellent "Nice rooms. " [](https://expedia.ca/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis-Downtown.h892213.Hotel-Information) ![Comfort Inn Conference Center](//images.trvl-media.com/lodging/1000000/20000/17300/17201/925f7921_y.jpg) ### Comfort Inn Conference Center 10/10 Excellent "Excellent!" [](https://expedia.ca/Annapolis-Hotels-Comfort-Inn-Conference-Center.h17201.Hotel-Information) ![Sonesta ES Suites Annapolis](//images.trvl-media.com/lodging/1000000/10000/3000/2982/e773fcbe_y.jpg) ### Sonesta ES Suites Annapolis 10/10 Excellent "The 2 bedroom suite was wonderful, and loved the fact that each room had its own bathroom. The kitchenette was great also. Only drawback was getting back later in the evening after a concert, was a bit sketchy as there was a woman just hanging around outside the building, unsure if homeless or not but more security in the evenings would be a good thing" [](https://expedia.ca/Annapolis-Hotels-Sonesta-ES-Suites-Annapolis.h2982.Hotel-Information) ![Microtel Inn & Suites by Wyndham Gambrills](//images.trvl-media.com/lodging/53000000/52810000/52802300/52802235/b7d11ace_y.jpg) ### Microtel Inn & Suites by Wyndham Gambrills 10/10 Excellent "Friendly efficient service. Comfortable room. Close to shopping and food. " [](https://expedia.ca/Gambrills-Hotels-Microtel-Inn-Suites-By-Wyndham-Gambrills.h52802235.Hotel-Information) ![Country Inn & Suites by Radisson, Annapolis, MD](//images.trvl-media.com/lodging/1000000/150000/140400/140359/d2b7f950_y.jpg) ### Country Inn & Suites by Radisson, Annapolis, MD 10/10 Excellent "Had a wonderful stay" [](https://expedia.ca/Annapolis-Hotels-Country-Inn-Suites-By-Radisson.h140359.Hotel-Information) ![Hampton Inn & Suites Annapolis](//images.trvl-media.com/lodging/1000000/70000/64200/64115/23865424_y.jpg) ### Hampton Inn & Suites Annapolis 10/10 Excellent "Very good location. " [](https://expedia.ca/Annapolis-Hotels-Hampton-Inn-Suites-Annapolis.h64115.Hotel-Information) ![SpringHill Suites by Marriott Annapolis](//images.trvl-media.com/lodging/2000000/1370000/1364100/1364028/80b99d82_y.jpg) ### SpringHill Suites by Marriott Annapolis 10/10 Excellent "Friendly staff and comfortable rooms. We love staying here when we visit the area as a family." [](https://expedia.ca/Annapolis-Hotels-SpringHill-Suites-By-Marriott-Annapolis.h1364028.Hotel-Information) ## Find out more about Highland Beach ## Highland Beach Apartments information | Number of reviews | 138 | | --- | --- | | Accommodation | 89 Apartments | | Lowest Price | CA $501 | | Highest Price | CA $698 | ## Frequently asked questions ### What's it like to stay at an apartment in Highland Beach? > You'll find plenty of places to stay with in Annapolis, with 591 lodging choices including 60 apartments. ### Are you thinking about an apartment for your stay? > An apartment comes equipped with a kitchen, so you can cook some of your meals, and is often more spacious than a traditional hotel room. Apartments are a good option for couples looking to stay away from the tourist areas, but also for families wanting the conveniences of home. ### What's a favorite apartment I should consider for a stay in Highland Beach? > Here are some of the favorite apartments in the area: [18th Cent. Charm in Historic Downtown Annapolis](https://www.expedia.ca/Annapolis-Hotels-Charming-18th-Cent-Home-In-Historic-Downtown-Annapolis.h92564827.Hotel-Information): Located in Annapolis, 3.6 mi/5.7 km from the heart of Highland Beach. Includes free WiFi, private patios, and fireplaces. Onsite laundry facilities and a game room are on site. [Riverfront Retreat 7mil from MD Renaissance Fest!](https://www.expedia.ca/Riva-Hotels-Riverfront-Retreat-7mil-From-MD-Renaissance-Fest.h74420621.Hotel-Information): It's located in Riva, 6.7 mi/10.9 km away. [Historic Downtown St. Michaels Studio | Walk to Waterfront, Dining & Shops](https://www.expedia.ca/St-Michaels-Hotels-Studio-In-Downtown-Walk-To-Everything.h94931769.Hotel-Information): 16.5 mi/26.6 km away in St. Michaels. Amenities include private balconies. [Luxury Pool Loft sleeps 4](https://www.expedia.ca/Annapolis-Hotels-New-The-Pool-Loft-At-Poplar-Hill.h117360157.Hotel-Information): Located in Annapolis, 7.5 mi/12.1 km from Highland Beach. Includes fireplaces. Access to onsite laundry facilities is available on site. ### What can I expect from the weather in Highland Beach? > Weather is only one factor, but it can really affect your travel plans, especially if you're planning an extended stay in Highland Beach. The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Highland Beach is 52 inches. ### What are the must-see places to visit in Highland Beach? > Chesapeake Bay and Northern Chesapeake Bay are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you'll find Bay Ridge Beach and Maryland Quiet Waters Park. ### What's the best way to get to and around Highland Beach? > Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Fort Meade, MD (FME-Tipton), which is located 19.2 mi (30.9 km) away from the city center. You can also search for flights into Baltimore Washington Intl. Airport (BWI), which is 20.4 mi (32.8 km) away. 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